Lithium Hydroxide → HCID 57742510, compound

HRID 2266608Notes

Reaction equation

HRID 2266608 reaction equation
C[O:2][C:3](=[O:32])[C:4]([O:7][C:8]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]2[C:9]=1[C:10]([CH3:31])=[C:11]([CH2:23][C:24]1[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=1)[C:12]([O:19][CH:20]([F:22])[F:21])=[N:13]2)([CH3:6])[CH3:5].[OH-].[Li+]>O1CCCC1>[Cl:18][C:15]1[CH:16]=[CH:17][C:8]([O:7][C:4]([CH3:6])([CH3:5])[C:3]([OH:32])=[O:2])=[C:9]2[C:14]=1[N:13]=[C:12]([O:19][CH:20]([F:21])[F:22])[C:11]([CH2:23][C:24]1[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=1)=[C:10]2[CH3:31]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 68784751HCID 68784751, compound

Product 1

HCID 57742510HCID 57742510, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-[8-chloro-3-(4-chlorobenzyl)-2-difluoromethoxy-4-methylquinolin-5-yloxy]-2-methylpropionic acid methyl ester (0.030 g), tetrahydrofuran (2.0 mL) and 1.0 M aqueous lithium hydroxide solution (2.0 mL) was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure, diluted with water and the pH adjusted to 4 by the addition of sodium dihydrogenphosphate. The mixture was extracted with ethyl acetate and the combined extracts dried over magnesium sulfate. The solvent was removed under reduced pressure to afford title compound, 0.027 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. additiondiluted with water
  3. additionthe pH adjusted to 4 by the addition of sodium dihydrogenphosphate
  4. extractionThe mixture was extracted with ethyl acetate
  5. dry with materialthe combined extracts dried over magnesium sulfate
  6. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-11f3f8c586ca4d8d870347bca48d3ceb
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

Loading…